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Imidazolium‐Oxazoline Salts in Ruthenium‐Catalyzed Allylic Substitution and Cross Metathesis of Formed Branched Isomers
Author(s) -
Ammar Hamed Ben,
Hassine Bechir Ben,
Fischmeister Cédric,
Dixneuf Pierre H.,
Bruneau Christian
Publication year - 2010
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201000718
Subject(s) - chemistry , ruthenium , oxazoline , allylic rearrangement , regioselectivity , catalysis , metathesis , medicinal chemistry , substitution reaction , salt metathesis reaction , organic chemistry , polymerization , polymer
Imidazolium‐oxazoline chlorides have been prepared from chloroacetonitrile and used to generate bidentate mixed NHC‐oxazoline ligands for ruthenium‐catalyzed substitution of cinnamyl chloride by phenols. These ligands associated to [RuCp*(MeCN) 3 ][PF 6 ] promote allylic substitution reactions at room temperature with high regioselectivity in favour of the branched isomers giving terminal alkenes. These allylic ethers have been involved in further ruthenium‐catalyzed cross metathesis reactions with electron‐deficient olefins to give unsaturated esters and aldehydes.